1.3, 4-seco-Isopimarane and 3, 4-seco-pimarane diterpenoids from Callicarpa nudiflora.
Hang HUANG ; Chun-Ping TANG ; Chang-Qiang KE ; Ren-Geng SHU ; Yang YE
Chinese Journal of Natural Medicines (English Ed.) 2021;19(8):632-640
A phytochemical investigation was carried out on the extract of a medicinal plant Callicarpa nudiflora, resulting in the characterization of five new 3, 4-seco-isopimarane (1-5) and one new 3, 4-seco-pimarane diterpenoid (6), together with four known compounds. The structures of the new compounds were fully elucidated by extensive analysis of MS, 1D and 2D NMR spectroscopic data, and time-dependent density functional theory (TDDFT) calculation of electronic circular dichroism (ECD) spectra, and DFT calculations for NMR chemical shifts and optical rotations.
Abietanes/isolation & purification*
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Callicarpa/chemistry*
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Diterpenes/isolation & purification*
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Molecular Structure
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Phytochemicals/isolation & purification*
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Plant Leaves
2.Studies on chemical constituents from Psychotria straminea.
Yan-hui FU ; Li-gang HUANG ; Xiao-cui WANG ; Xiao-bao LI ; Ke-kai LI ; Shui-ling WU ; Yan-ping LIU
China Journal of Chinese Materia Medica 2015;40(11):2138-2143
The chemical consituents from Psychotria straminea were separated and purified by column chromatographies on silica gel, Sephadex LH-20, ODS and RP-HPLC. The strictures of the isolated compounds were identified on the basis of physicochemical properties and spectroscopic analysis, as well as comparisons with the data in literature. Sixteen compounds were isolated and elucidated as tectochrysin (1), apigenin (2), kaempferol (3), luteolin (4), diosmetin (5), quercetin (6), kaempferol-4'-O-methylether (7), rhamnetin (8), 7-hydroxycoumarin (9), 7-methoxycoumarin (10), scopoletin (11), lupeol (12), 30-oxo-lupeol (13), lupenyl acetate (14), α-amyrin (15), and ursolic acid (16). This is the first study on the chemical composition of P. Straminea, and all compounds were isolated from P. straminea for the first time. In addition to compounds 6 and 9, the other compounds were isolated from the genus Psychotria for the first time.
Coumarins
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chemistry
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isolation & purification
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Flavonoids
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chemistry
;
isolation & purification
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Phytochemicals
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chemistry
;
isolation & purification
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Psychotria
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chemistry
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Triterpenes
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chemistry
;
isolation & purification
3.Isolation and identification of flavonoids from Spatholobi Caulis.
Xiao-Yan LIU ; Wei XU ; Xiu-Wei YANG ; Peng ZHANG ; Wei ZHAO ; Yun GONG ; Ni-Fu LIU
China Journal of Chinese Materia Medica 2020;45(6):1384-1392
The chemical compounds in water extract of Spatholobi Caulis were further studied. The compounds were systematically isolated and purified by using various separation and analysis techniques including silica gel, macroporous adsorptive resins and Sephadex LH-20 column chromatographies, as well as reversed phase high-performance liquid chromatography(RP-HPLC). Twenty-three flavonoids and one chromone were identified by the spectroscopic analysis techniques combining their physicochemical properties, they were identified as isoduartin(1), sativan(2), 8-O-methylretusin(3), 7-hydroxydihydroflavone(4), odoratin(5), butesuperin A(6), biochanin A(7), 3'-methoxydaidzein(8), 7-hydroxychromone(9), calycosin(10), naringenin(11), dihydrocajanin(12),(6 aR,11 aR)-maackiain(13), 2'-hydroxygenistein(14),(6 aR,11 aR)-medicarpin-3-O-glucopyranoside(15),(-)-epiafzelechin(16),(-)-catechin(17),(-)-epicatechin(18), 4',8-dimethoxy-7-O-β-D-glucopyranosylisoflavone(19), ononin(20),(-)-gallocatechin(21), rutin(22), daidzin(23) and sphaerobioside(24). Compounds 4, 6, 8, 9, 11, 12, 14-16, 19 and 22-24 were isolated from Spatholobi Caulis for the first time.
Chromatography, High Pressure Liquid
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Drugs, Chinese Herbal/chemistry*
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Fabaceae/chemistry*
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Flavonoids/isolation & purification*
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Phytochemicals/isolation & purification*
4.A new cyclic diarylheptanoid from the bark of Myrica rubra.
Sheng-nan SHEN ; Fang-bo XIA ; He LI ; Ya-min LIU ; Rui-le PAN
Acta Pharmaceutica Sinica 2015;50(6):746-748
To study the chemical constituents from the bark of Myrica rubra, fourteen compounds were isolated from the methanolic extract using various chromatographic techniques, including silica gel, Sephadex LH-20 and preparative HPLC. Their structures were identified on the basis of chemical properties and spectroscopic data, as 3, 5-dimethoxy-4-hydroxymyricanol (1), myricanol (2), myricanone (3), myricanol 11-sulfate (4), myricitrin (5), quercetin (6), quercetin-3-rhamnoside (7), tamarixol (8), uvaol (9), ursolic acid (10), taraxerol (11), myricadiol (12), β-sitosterol (13) and β-daucosterol (14). Among them, compound 1 is a new compound, named as 3, 5-dimethoxy-4-hydroxymyricanol, compounds 8, 9 were isolated from the genus Myrica for the first time.
Diarylheptanoids
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chemistry
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isolation & purification
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Myrica
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chemistry
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Phytochemicals
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chemistry
;
isolation & purification
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Plant Bark
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chemistry
5.Chemical constituents from lipophilic parts of stems of Celastrus monospermus.
Ming-Xiang CHEN ; Xue-Mei YANG ; Ze-Chun LIAO ; Hong-Yu ZHENG ; Li-Qiao HUANG ; Ming-Bin ZHENG
China Journal of Chinese Materia Medica 2018;43(2):336-344
The chemical constituents from lipophilic parts of the stems of Celastrus monospermus were studied in this paper. The compounds were separated and purified by repeated column chromatographic methods including silica gel, ODS and Sephadex LH-20, and the structures of compounds were determined by spectral data analyses. Twenty six compounds were obtained and identified as 3-oxofriedelane(1), 3-oxofriedelan-28-al(2), 3,12-dioxofriedelane(3), 3β-hydroxyolean-12-en(4), 3-oxo-28-hydroxyfriedelane(5), 3-oxo-29-hydroxyfriedelane(6), 3-oxo-11β-hydroxyfriedel-ane(7), 3-oxo-16α-hydroxyfriedelane(8), 3,12-dioxo-28-hydroxyfriedelane(9), 1,3-dioxo-15α-hydroxyfriedelane(10), 3β,6α-dihydroxyolean-12-en(11), 3-oxo-7α,26-dihydroxyfriedel-ane(12), oleanolic acid(13), 3,15-dioxofriedelane(14), 3α-friedelinol(15), 3,12-dioxofriedelan-28-al(16), 3-oxo-12α-hydroxyfriedelane(17), 3,15-dioxo-12α-hydroxyfriedelane(18), 3β,11β-dihydroxyolean-12-en(19), 1β,3β-dihydroxylupan-20(29)-en(20), 3-oxo-12α,28-dihydroxyfriedelane(21), 3β,23-epoxyfriedelan-28-oic acid(22), salaquinone A(23), 2α,3β-dihydroxyfriedelan-28-oic acid(24), 23-nor-6-oxodemethylpristimerol(25) and 3-oxo-friedelan-27,28-dioic acid(26). Among them, compounds 8, 10-15, 18-20, 22-26 were obtained from this plant for the first time, and compounds 8, 10, 12, 14-15, 18, 22-24, 26 were separated from the genus Celastrus for the first time.
Celastrus
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chemistry
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Phytochemicals
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isolation & purification
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Plant Stems
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chemistry
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Triterpenes
;
isolation & purification
6.A new phenylpropanoid glycoside from fruit of Cornus officinalis.
Jun HE ; Jie-Kun XU ; Xue-Ge PAN ; Xian-Sheng YE ; Ying-Ying LIANG ; Ge-Fan YANG ; Wei-Ku ZHANG
China Journal of Chinese Materia Medica 2018;43(21):4264-4266
To investigate the chemical compounds from the ripe fruit of Cornus officinalis, a new phenylpropanoid glycoside 1-O-(6'-O-p-hydroxybenzoyl-β-D-glucopyranosyl)-p-phenylpropanol, named cornuphenylpropanoid A (1), were separated and purified by D101 macroporous resin, silica gel and ODS column chromatography. Its structure was extensively determined on basis of ¹H-NMR, ¹³C-NMR, DEPT, HSQC, HMBC and HR-ESI-MS spectroscopic data.
Cornus
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chemistry
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Fruit
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chemistry
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Glycosides
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chemistry
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isolation & purification
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Molecular Structure
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Phytochemicals
;
chemistry
;
isolation & purification
7.A new nor-sesquiterpene glycoside from Corydalis edulis.
Zhi-Tian PENG ; Ling-Hui CHAO ; Chao-Chao WANG ; Hui XIA ; Di-Fa LIU ; Zhang-Wei WANG ; Jiao ZHENG ; Yun-Fang ZHAO ; Peng-Fei TU ; Jun LI
China Journal of Chinese Materia Medica 2020;45(3):579-583
This study is to investigate the chemical constituents from the whole plant Corydalis edulis. The chemical constituents were separated and purified by macroporous resin D101, silica gel, Sephadex LH-20, ODS, and semi-preparative HPLC. Their structures were determined by physicochemical properties and spectroscopic data. Four compounds were isolated from the dichloromethane and water extracts of the whole plant C. edulis, and identified as 6'-β-D-xylosylicariside B2(1),(3S,5R,6S,7E)-5,6-epoxy-3-hydroxy-7-megastigmen-9-one(2), loliolide(3), and 5,5'-dimethoxybiphenyl-2,2'-diol(4), respectively. Compound 1 is a new compound, of which the absolute configuration was established by electronic circular dichroism(ECD) calculations. Compound 4 is obtained from the plants of Papaveraceae family for the first time. Compounds 2 and 3 are firstly isolated from the Corydalis genus.
Chromatography, High Pressure Liquid
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Corydalis/chemistry*
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Glycosides/isolation & purification*
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Molecular Structure
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Phytochemicals/isolation & purification*
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Sesquiterpenes/isolation & purification*
8.Chemical constituents from lipophilic parts in roots of Angelica dahurica var. formosana cv. Chuanbaizhi.
Gai-Gai DENG ; Xiu-Wei YANG ; You-Bo ZHANG ; Wei XU ; Wei WEI ; Tian-Li CHEN
China Journal of Chinese Materia Medica 2015;40(11):2148-2156
The chemical constituents from lipophilic parts in the roots of Angelica dahurica var. formosana cv. Chuanbaizhi were studied in this paper. The compounds were separated and purified by repeated column chromatographic methods on silica gel and HPLC, and the chemical structures of compounds were determined by spectral data analyses. Twenty-nine compounds were obtained and identified as isoimperatorin (1), β-sitosterol (2), imperatorin (3), bergapten (4), osthenol (5), xanthotoxin (6), isoimpinellin (7), dehydrogeijerin (8), phellopterin (9), isodemethylfuropinarine (10), 7-demethylsuberosin (11), alloimperatorin (12), xanthotoxol (13), isooxypeucedanin (14), alloisoimperatorin (15), demethylfuropinarine (16), 5-hydroxy-8-methoxypsoralen (17), oxypeucedanin methanolate (18), pabulenol (19), byakangelicin (20), marmesin (21), (+) -decursinol (22), heraclenol (23), oxypeucedanin hydrate (24), marmesinin (25), ulopterol (26), erythro-guaiacylglycerol-β-ferulic acid ether (27), threo-guaiacylglycerol-β-ferulic acid ether (28), and uracil (29). Compounds 5, 8, 11, 18, 21-23, and 26-28 were obtained from the roots of title plant for the first time.
Angelica
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chemistry
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Coumarins
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chemistry
;
isolation & purification
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Furocoumarins
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chemistry
;
isolation & purification
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Methoxsalen
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chemistry
;
isolation & purification
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Phytochemicals
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analysis
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chemistry
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Plant Roots
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chemistry
9.A new eudesmane type sesquiterpene from cultivated Clerodendranthus spicatus in Hainan.
Hui-Qin CHEN ; Rong-Rong ZHANG ; Wen-Li MEI ; Cai-Hong CAI ; Cui-Juan GAI ; Xu-Dong YU ; Hao-Fu DAI
China Journal of Chinese Materia Medica 2019;44(1):95-99
Six compounds were isolated from the aerial part of cultivated Clerodendranthus spicatus in Hainan with various chromatographic techniques,and their structures were determined as:1-dehydroxy-1-oxo-rupestrinol(1),N-trans-feruloyltyramine(2),methyl 3,4-dihydroxyphenyllactate(3),caffein acid(4),methyl caffeate(5) and ethyl caffeate(6),via analysis of physicochemical properties and spectroscopic evidence.Compound 1 was a new compound,while compounds 2 and 3 were isolated from C.spicatus for the first time.Biological activity results showed that compounds 2-4 exhibited α-glucosidase inhibitory activity with different inhibition ratio.
China
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Glycoside Hydrolase Inhibitors
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isolation & purification
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pharmacology
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Lamiaceae
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chemistry
;
Molecular Structure
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Phytochemicals
;
isolation & purification
;
pharmacology
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Sesquiterpenes, Eudesmane
;
isolation & purification
;
pharmacology
10.Phytochemical progress made in investigations of Angelica sinensis (Oliv.) Diels.
Jian-Ping MA ; Zhi-Bing GUO ; Ling JIN ; Ying-Dong LI
Chinese Journal of Natural Medicines (English Ed.) 2015;13(4):241-249
The phytochemical progress on Angelica sinensis (Oliv.) Diels over the past decades is summarized. Since 1970s, 165 chemical constituents, including phthalides, phenylpropanoids, terpenoids and essential oils, aromatic compounds, alkaloids, alkynes, sterols, fatty acids, and polysaccharides have been isolated or detected from the various parts of the title plant.
Alkaloids
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isolation & purification
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Alkynes
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isolation & purification
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Angelica sinensis
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chemistry
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Benzofurans
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isolation & purification
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Fatty Acids
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isolation & purification
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Oils, Volatile
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isolation & purification
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Phytochemicals
;
isolation & purification
;
Phytosterols
;
isolation & purification
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Polysaccharides
;
isolation & purification
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Propanols
;
isolation & purification
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Terpenes
;
isolation & purification